5-acetylamino-7-[4-(5-acetylamino-[1,3,4]thiadiazole-2-sulfonyl)-3',5'-dimethylpiperazin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | 911703-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-acetylamino-7-[4-(5-acetylamino-[1,3,4]thiadiazole-2-sulfonyl)-3',5'-dimethylpiperazin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 3-Quinolinecarboxylic acid, 5-(acetylamino)-7-[4-[[5-(acetylamino)-1,3,4-thiadiazol-2-yl]sulfonyl]-3,5-dimethyl-1-piperazinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-；5-acetamido-7-[4-[(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonyl]-3,5-dimethylpiperazin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 911703-38-3
• 化学式: C₂₅H₂₇F₂N₇O₇S₂
• 分子量: 639.661
• InChiKey: UYOHKQDKVLJMFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  219
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  5-acetylamino-7-[4-(5-acetylamino-[1,3,4]thiadiazole-2-sulfonyl)-3',5'-dimethylpiperazin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 在 sodium hydroxide 作用下， 反应 4.0h， 以70%的产率得到5-amino-7-[4-(5-amino-[1,3,4]thiadiazole-2-sulfonyl)-3',5'-dimethylpiperazin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis, antibacterial and antitubercular activities of some 7-[4-(5-amino-[1,3,4]thiadiazole-2-sulfonyl)-piperazin-1-yl] fluoroquinolonic derivatives

  摘要：

  In the present study, a series of 7-[4-(5-amino-1,3,4 thiadiazole-2-sulfonyl)]-1-piperazinyl fluoroquinolonic derivatives VIIa-d were synthesized in good yields and characterized by IR, H-1-NMR, C-13-NMR, FAB Mass spectral and elemental analyses. The compounds were evaluated for their preliminary in vitro antibacterial activity against some Gram-positive and Gram-negative bacteria and selected compounds VIIa, b were screened for antitubercular activity against Mycobacterium tuberculosis H(37)Rv strain by broth dilution assay method. The antibacterial data of the tested N-sulfonylfluoroquinolones VIIa-d indicated that all the synthesized compounds showed better activity against Gram-positive bacteria S. aureus, E. faecelis, Bacillus sp. (MIC = 1-5 mu g ml(-1), respectively) compared to reference drugs. The MIC values of tested derivatives connotes that the sparfloxacin and gatifloxacin derivatives VIIc, d were most active against the tested Gram-positive bacterial strains (MIC = 1-5 mu g ml(-1)). All the tested compounds VIIa-d showed poor activity against the Gram-negative bacteria. The in vitro antitubercular activity reports of selected compounds VIIa, b against M tuberculosis strain H(37)Rv showed moderate activity at MIC of 10 mu g ml(-1). (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.027
• 作为产物：
  描述：

  司氟沙星 在 吡啶 作用下， 以 丙酮 为溶剂， 反应 6.0h， 生成 5-acetylamino-7-[4-(5-acetylamino-[1,3,4]thiadiazole-2-sulfonyl)-3',5'-dimethylpiperazin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis, antibacterial and antitubercular activities of some 7-[4-(5-amino-[1,3,4]thiadiazole-2-sulfonyl)-piperazin-1-yl] fluoroquinolonic derivatives

  摘要：

  In the present study, a series of 7-[4-(5-amino-1,3,4 thiadiazole-2-sulfonyl)]-1-piperazinyl fluoroquinolonic derivatives VIIa-d were synthesized in good yields and characterized by IR, H-1-NMR, C-13-NMR, FAB Mass spectral and elemental analyses. The compounds were evaluated for their preliminary in vitro antibacterial activity against some Gram-positive and Gram-negative bacteria and selected compounds VIIa, b were screened for antitubercular activity against Mycobacterium tuberculosis H(37)Rv strain by broth dilution assay method. The antibacterial data of the tested N-sulfonylfluoroquinolones VIIa-d indicated that all the synthesized compounds showed better activity against Gram-positive bacteria S. aureus, E. faecelis, Bacillus sp. (MIC = 1-5 mu g ml(-1), respectively) compared to reference drugs. The MIC values of tested derivatives connotes that the sparfloxacin and gatifloxacin derivatives VIIc, d were most active against the tested Gram-positive bacterial strains (MIC = 1-5 mu g ml(-1)). All the tested compounds VIIa-d showed poor activity against the Gram-negative bacteria. The in vitro antitubercular activity reports of selected compounds VIIa, b against M tuberculosis strain H(37)Rv showed moderate activity at MIC of 10 mu g ml(-1). (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.027